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List price (High to Low) List price (Low to High) # Bedrooms # Bathrooms Year Built Square Footage Recently Updated
$12,500,000
Status: Closed
Property Type: Commercial
# of Bedrooms: 42
# of Bathrooms: 44
Year Built: 1973
Area: 25 - Plantation Key
Subdivision: Boatmans Colony (90.5)
Description: Fl. Keys, Islamorada, boutique 47 transient development rights. 42 all conc...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: Cornell Commercial Real Estate, Inc.
Last Updated: September - 10 - 2024
IDX
$13,750,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Living Apx SqFt: 5489
Year Built: 2019
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Situated on one of Islamorada's premier and most sought-after bayfront stre...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: The Agency Florida Keys
Last Updated: October - 13 - 2026
IDX
$12,250,000
Status: Closed
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 6
Living Apx SqFt: 4888
Year Built: 2019
Area: 07 - Cudjoe Key
Subdivision: Cudjoe Gardens (21.0)
Description: Welcome to Cypress Point, an exceptional and highly private, 7-Bed, 6-Bath,...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Bike Paths
Listing Office: Coldwell Banker Schmitt Lower Keys (KW)
Last Updated: March - 19 - 2026
IDX
$13,500,000
Status: Closed
Property Type: Commercial
Year Built: 1955
Area: 03 - Key West
Subdivision: Hilton Haven North (2.0)
Description: Entered For Statistical Purposes Only...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: September - 09 - 2024
IDX
$13,500,000
Status: Closed
Property Type: Commercial
Year Built: 1955
Area: 03 - Key West
Subdivision: Hilton Haven North (2.0)
Description: Entered for statistical purposes only...
Waterfront: 1
Property Type: Commercial Sale
Listing Office: Century 21 All Keys Inc
Last Updated: September - 09 - 2024
IDX
$13,500,000
Status: Closed
Property Type: Commercial
Living Apx SqFt: 6222
Year Built: 1909
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Statistical Purposes Only...
Property Type: Commercial Sale
Listing Office: Preferred Properties (KW)
Last Updated: May - 31 - 2026
IDX
$13,500,000
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 8
Living Apx SqFt: 6500
Year Built: 2002
Area: 25 - Plantation Key
Subdivision: Misc Plantation Key (85.0)
Description: Private Helicopter Estate in the Florida Keys.
Behind private gates on p...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Bike Paths
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: August - 24 - 2026
IDX
$11,995,000
Status: Closed
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10.3
Living Apx SqFt: 11674
Year Built: 2004
Area: 14 - Sombrero Area
Subdivision: Waloriss Sub (49.5)
Description: A magnificent deep-water estate on a peninsula with 190 feet of dockage. Si...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Community Features: Other Area Features, Community Boat Ramp, Beach
Listing Office: Ocean Sotheby's International Realty
Last Updated: December - 30 - 2025
IDX
$12,500,000
Status: Closed
Property Type: Residential
# of Bedrooms: 10
# of Bathrooms: 10
Living Apx SqFt: 7983
Year Built: 2007
Area: 25 - Plantation Key
Subdivision: Randall Adams (89.0)
Description: Welcome to the Old World charm of Villa Montelepre, a 10 bd/9.5 bth gated b...
Pets Allowed: Pets Allowed
Pool: 1
Waterfront: 1
Property Type: Residential
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 04 - 2024
IDX
$6,600,000
Status: Closed
Property Type: Commercial
# of Bathrooms: 16
Living Apx SqFt: 22211
Year Built: 1972
Area: 03 - Key West
Subdivision: New Town - Unlisted (2.0)
Description: Kennedy Plaza is one of the less than five community shopping centers on th...
Property Type: Commercial Sale
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: September - 09 - 2024
IDX
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.